Diethyl Ether → 1-(Benzofuran-5-yl)-1-phenylethanol

HRID 2075193

반응식

HRID 2075193 반응식
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[O:11])=[CH:9][C:4]=2[CH:3]=[CH:2]1.[CH3:18][Mg]Br.C(OCC)C>C1COCC1>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)([OH:11])[CH3:18])=[CH:9][C:4]=2[CH:3]=[CH:2]1

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 58415352Benzofuran-5-yl(phenyl)methanoneHCID 178418573HCID 178418573, 화합물

생성물 1

HCID 584152691-(Benzofuran-5-yl)-1-phenylethanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of benzofuran-5-yl(phenyl)methanone (1.0 g, 4.5 mmol) in 20 mL THF under nitrogen at 0° C. was added methylmagnesium bromide 3.0M in diethyl ether (2.2 mL, 6.7 mmol) dropwise via syringe. The reaction was allowed to warm to ambient temperature slowly. The reaction was quenched with sat'd aq. NH4Cl and DCM. The aqueous layer was extracted 2×DCM, and the combined organics were dried over anhyd sodium sulfate, filtered, and concentrated in vacuo to give 1-(benzofuran-5-yl)-1-phenylethanol as an oil, which was used without further purification. MS (ESI) m/z: Calculated: 238.1; Observed: 238.8 (M++1).

후처리

  1. customThe reaction was quenched with sat'd aq. NH4Cl and DCM
  2. extractionThe aqueous layer was extracted 2×DCM
  3. dry with materialthe combined organics were dried over anhyd sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-8fa88431a8d3486fb78d60917df48d64
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07919519B2

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